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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2244979Erstellt: 26. Oktober 2026

Ethyl Acetate → 2'-Dimethylaminomethylbiphenyl-4-ylamine

https://huagongshe.com/reaction/2244979

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktCesium carbonateHCID 10796—
Edukt2-bromo-N,N-dimethylbenzylamineHCID 74792—
Edukt4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 2734620—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1-ButanolHCID 263—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
Produkt2'-Dimethylaminomethylbiphenyl-4-ylamineHCID 5889769251,8%

Reaktionsschritte

To a solution of 2-dimethylaminomethyl-bromobenzene (588 mg, 2.75 mmol) and 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (560 mg, 2.56 mmol) in toluene (10 mL) and n-BuOH (3 mL), Cs2CO3 (2.50 g, 7.67 mmol) in H2O (5 mL) was added, followed by addition of Pd(Ph3P)4 (200 mg, 0.17 mmol, 6%). The mixture was then heated at reflux for 4 h. EtOAc and H2O were added. The organic layer was separated, filtered, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silica gel flash column using 50% EtOAc/hexanes (containing 1% TEA) as eluent to give a solid (300 mg). MS 182.0 (M—Me2N).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07678913B2
Quelldatensatzuspto-grants-2010_03
ORD IDord-da1e68709173428f9a05daab3eea05ba
Quellennotizuspto-grants-2010_03